Investor · Bangalore

Nilesh Gupta

The friendly VC
in town.

Who I am.

I'm an investor and a seeker. I back early-stage founders at Sparrow Capital and spend the rest of my time obsessing over consumer behaviour, mental models, and the kind of questions that don't have easy answers.

I grew up in Faridabad — a small city near Delhi where life was simple and completely predictable. School, cricket, homework, sleep. No books, no startups, no exposure to much outside that bubble. What I had was math, physics, and a vague but persistent feeling that I wanted something more.

That changed in Class 10 when a professor from IIT Bombay walked into my life — teaching not for a salary, but because he loved energy and people. He showed me what the IIT brand could mean. I studied hard for two years, cracked it, and arrived at IIT Delhi feeling like I'd landed on a different planet. People had opinions on cuisine, music, films, debate — things I'd never engaged with. I felt like an outsider. But I did what I've always done: I found a way to fit in. I joined clubs, led the alumni relations team, talked to hundreds of alums, and somewhere in all those conversations figured out I wanted to build something.

I started as first hire at StoryProcess — a B2B startup helping sales teams tell better stories — then joined GrowthX and got properly hooked on consumer tech. Scapia followed, working on category growth in travel. Through all of it, the thing pulling me was never any single sector. It was always the same question: why do people do what they do, and what can you build on top of that? That curiosity eventually led me to investing. At Sparrow Capital I get to spend my days thinking about exactly that — which startups are built on real behavioural shifts — and back the founders who see those shifts first.

Away from work, I run a poker community (spotted the gap, built it, handle all the conflict resolution), spend too much time reading, and am always trying to find people whose stories I haven't heard yet.

What defines me.

Learner + Analytical First principles, pattern seeking, building intel on new sectors before anyone else does
Psychology + Empathy Understanding why users behave the way they do — and what that means for products
Resourceful + Influential Unknown problem? I'll figure out who to ask. Building relationships comes naturally.
Ownership + Execution Open-ended problems, high accountability — I iterate until it's done
Super Competitive Hates losing more than loves winning. Sets a goal, doesn't stop until it's done.

What I think about.

What shaped how I think.

Book

Thinking, Fast and Slow

Daniel Kahneman

Book

Alchemy

Rory Sutherland

Book

The Cold Start Problem

Andrew Chen

Book

Competing Against Luck

Clayton Christensen

Book

Algorithms to Live By

Brian Christian

Book

Essentialism

Greg McKeown

Book

Ego is the Enemy

Ryan Holiday

Book

So Good They Can't Ignore You

Cal Newport

Book

The Great CEO Within

Matt Mochary

Book

Black Box Thinking

Matthew Syed

Book

Surely You're Joking, Mr. Feynman!

Richard Feynman

Book

Principles

Ray Dalio

Book

Is This Anything?

Jerry Seinfeld

Worth knowing.

Everyone I meet has a story worth telling. These are people I've spent time with who I think you should know — and what I'd go to them for.

AR

Arindam

Founder, Pillow

One of the sharpest consumer product minds I know. From Arindam I've understood what it means to do deep work, to work in an outcome-driven way and die empty every day, and to believe that excellence lives in habit — not inspiration. He makes you want to be proud of everything you ship.

Seek him for: product thinking, consumer tech, building with intention

VN

Vinod

Founder, CuckooFm

Building one of India's most interesting subscription businesses. Vinod has a rare macro lens on India — the kind that helps you see markets before they're obvious. He once reframed a market sizing conversation for me by comparing Twitter ($5B revenue) to Instagram ($100B): the same "content" category, wildly different behavioural models. That one example changed how I think about distribution.

Seek him for: distribution, subscription businesses, India macro

AG

Akash Goel

Sparrow Capital

The best manager I've had. The kind of person who gives you feedback that makes you better without making you feel small. At Sparrow, he's shaped how I think about conviction, diligence, and what it actually means to back a founder.

Seek him for: early-stage investing, sharp feedback, how to think through a deal

Get in touch.

If you've made it here, I'd genuinely love to hear from you — whether you want to talk startups, share something interesting, or just say hello. Reach out.